You should check these markets.

My goal is to network and build relationships with investor-friendly agents and experienced real estate professionals who have extensive knowledge of the central Indy market.

VRBO's Market Maker tool is awesome for this.

When did you buy, what price did you buy at, and what do you think market sale price today would be? 

But my background and experience is in Business Development, and Marketing Strategy in close integration with sales, so I figure I at least have some transferable skills that'll allow me to make the most out of property as an asset class.

Ask an accounting advisor if theirs any benefits to one or the other, but I haven't found anything significant beyond if theres a lawsuit, the LLC's state laws can be involved. 

Not sure if you have a direct question, but reading the questions between the lines on when a property is actually considered to be in service.Facts and circumstances.Generally for a rental property it is "in service" when it is "ready and available for rent" - meaning you are marketing it for rent, and a tenant could utilize a property that day.

Also this property is off the market ive looked on zillow, realator, etc

With $100k in this market there's multiple routes to go.

I would just be cautious about taking on such a high cost basis this late in the cycle because when we see the next buyer’s market it will probably cut into your equity.